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AU770657B2 - Process for the oxidative dyeing of human hair - Google Patents

Process for the oxidative dyeing of human hair Download PDF

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Publication number
AU770657B2
AU770657B2 AU32260/99A AU3226099A AU770657B2 AU 770657 B2 AU770657 B2 AU 770657B2 AU 32260/99 A AU32260/99 A AU 32260/99A AU 3226099 A AU3226099 A AU 3226099A AU 770657 B2 AU770657 B2 AU 770657B2
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AU
Australia
Prior art keywords
hair
composition
dyestuff
alkaline
human hair
Prior art date
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Application number
AU32260/99A
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AU3226099A (en
Inventor
Heribert Lorenz
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Kao Germany GmbH
Original Assignee
KPSS Kao Professional Salon Services GmbH
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Application filed by KPSS Kao Professional Salon Services GmbH filed Critical KPSS Kao Professional Salon Services GmbH
Publication of AU3226099A publication Critical patent/AU3226099A/en
Assigned to KPSS-KAO PROFESSIONAL SALON SERVICES GMBH reassignment KPSS-KAO PROFESSIONAL SALON SERVICES GMBH Amend patent request/document other than specification (104) Assignors: GOLDWELL GMBH
Application granted granted Critical
Publication of AU770657B2 publication Critical patent/AU770657B2/en
Assigned to KAO GERMANY GMBH reassignment KAO GERMANY GMBH Request to Amend Deed and Register Assignors: KPSS-KAO PROFESSIONAL SALON SERVICES GMBH
Anticipated expiration legal-status Critical
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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41Amines
    • A61K8/411Aromatic amines, i.e. where the amino group is directly linked to the aromatic nucleus
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • A61K8/347Phenols
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41Amines
    • A61K8/415Aminophenols
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4906Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
    • A61K8/4926Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having six membered rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/10Preparations for permanently dyeing the hair

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Emergency Medicine (AREA)
  • Cosmetics (AREA)

Abstract

Process for dyeing human hair comprises (1) treating the hair with an alkaline oxidation dye mixture containing at least 1 developer, at least 1 coupler and an oxidizing agent and leaving it to act for 5-30 minutes; (2) treating the hair, without an intermediate rinse, with an acidic oxidation dye mixture containing at least 1 developer, at least 1 coupler and an oxidizing agent; and (3) rinsing.

Description

AUSTRALIA
Patents Act 1990
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Goldwell Gnb~H
ORIGINAL
COMPLETE SPECIFICATION STANDARD PATENT Invention Title: Process for the oxidative dyeing of human hair The following statement is a full description of this invention including the best method of performing it known to us:- Process for the Oxidative Dyeing of Human Hair The present invention concerns a new process for the oxidative dyeing of human hair which is not only more gentle to the hair than customary processes but which also provides improved coverage, color intensity and stability.
When dyeing hair, it is still customary to use oxidation hair dyestuffs mixed immediately prior S to use with oxidizing agent compositions, in particular on the basis of diluted hydrogen peroxide, and then applying to the hair.
The pH-value of these ready-to-use compositions is generally in the alkaline range, in particular at pH-I-values between about 9 and about 11.
-7 This alkaline treatment of the hair may damage the structure thereof, in particular in the event 0 O of frequent repetition, and especially when the hair so treated was already subjected to previous damage. After coloration, this porous hair also shows poor color fastness.
It has been already proposed to overcome these disadvantages of customary hair dyeing by replacing the alkaline dyeing compositions by an analogous composition with a pH-value withiri the slightly acidic area between about 5.9 and 6.9.
Such compositions as described, for example, in DE-A No. 35 30 270, 36 28 397 and 36 28 398, have indeed proven substantially less damaging to hair than alkaline products.
In some cases, however, i.e. in the preparation of special shades, the intensity and stability of the colorations achieved with these compositions is not fully satisfactory.
The invention intends to overcome these disadvantages.
?O The solution of this problem consists in the use of a new process for the oxidative dyeing of human hair, comprising the following steps: Application to the hair of an alkaline oxidation dyestuff mixture imrcldirx at least one developing and at least one coupling substance as well as an oxidizing agent, subsequently, preferably after about five to twenty minutes processing, without rinsing, application of an J. acidic oxidation dyestuff mixture imluire at least one developing and one coupling substance as well as an oxidizing agent, and rinsing the hair after processing.
By use of this process, a gentle coloration of the hair is achieved providing excellent color intensity.
The time required for dyestuff processing can be reduced by about 25% to 50% through application of heat, preferably about 300 0o 50 for example about 40 °C.
6 Both, the alkaline oxidation dyestuff compositions used in the first phase of the treatment and the acidic oxidation dyestuff compositions used in the second treatment phase, each comprising at least one developing and one coupling substance as well as an oxidizing agent, are known per se.
Regarding the alkaline ready-to-use mixtures containing the peroxide), the pH-value of 0/ which ranges between about 8 and 11, preferably 9 and 10, in particular about 9.5, reference is made, for example, to the monography of K. Schrader, "Grundlagen und Rezepturen der Kosmetika", 2nd Ed., pp. 784-804 (1989); the compositions described therein are useful o• within the scope of the invention, as well as additional developing and coupling substances Sand shading agents, known from the extensive state of the art.
/S The same applies to the ready-to-use acidic dyestuff mixtures, i.e. adjusted to a pH-value of S• about 2 to 6.5, in particular about 3 to 5, used for carrying out the second phase of the process according to the invention.
Examples of developing substances are in particular 1.4-diaminobenzene, tetraaminopyrimidines, triaminohydroxypyrimidines, 1.2.4-triaminobenzene, 2-(2.5-diamino- 20 phenyl)ethanol, 2-(2'-hydroxyethyl amino)-5-aminotoluene and 1-amino-4-bis-(2'hydroxyethyl)-aminobenzene, or the water-soluble salts thereof; examples for coupling substances are resorcinol, 2-methyl resorcinol, 4-chlororesorcinol, 2-amino-4-chlorophenol,4- (N-methyl) aminophenol, 2-aminophenol, 3-aminophenol, 1-methyl-2-hydroxy-4aminobenzene, 3-N,N-dimethyl aminophenol, 4-amino-3-methyl phenol, 5-amino-2-methyl 2.2 phenol, 6-amino-3-methyl phenol, 3-amino-2-methyl amino-6-methoxypyridine, 2-amino-3hydroxypyridine, 4-aminodiphenylamine, 4.4'-diaminodiphenylamine, 2-dimethyl aminopyridine, 2.6-diaminopyridine, 1.3-diaminobenzene, 1-amino-3-(2'-hydroxyethyl amino)benzene, 1-amino-3-[bis(2'-hydroxyethyl) amino]benzene, a-naphthol, 1.4-diamino-2chlorobenzene, 4.6-dichlororesorcinol, 1.3-diaminotoluene, 1-hydroxynaphthaline, 4-hydroxy- 1.2-methylene dioxybenzene, 1.5-dihydroxynaphthaline, 1.7-dihydroxynaphthaline, 2.7dihydroxynaphthaline, 4-hydroxy-1.2-methylene dioxybenzene, 2.4-diamino-3-chlorophenol, and/or I -methoxy-2-amino-4-(2'-hydroxyethyl amino) benzene, whereby this list is just exemplary.
Developing and coupling substances are preferably contained in a molar proportion of 1:3 to 5:1, in particular about 1:1 and about 3:1; their proportion in the hair dyeing compositions S according to the invention may range from about 0.25% to about 5% by weight, depending on the desired coloration.
Useful as oxidation agents are especially diluted hydrogen peroxide solutions, emulsions or gels; possible but less customary is also the use of further peroxides such as earth alkali peroxides, urea peroxide, melamine peroxide, etc., in the respective stoichiometrical amounts.
IO The oxidation dyestuff compositions can be used as solutions, creams, pastes, gels, aerosols, etc..
The proportion of the amount of alkaline dyestuff composition applied in the first phase to the acidic dyestuff composition applied in the second phase preferably ranges from about 1:3 to 3:1, preferably about 1:1. The processing time for each phase preferably is about five to thirty minutes, especially about 10 to about 20 minutes, for example, about 15 minutes each. The process according to the invention is suited both for overall, i.e. first-time coloration of the hair and for freshen-up treatments.
It may be advisable to have a slightly longer processing time of the alkaline dyeing composition compared to the acidic dyeing composition.
20 Upon application of the acidic hair dyeing composition, the pH-value of the dyeing composition on the hair preferably ranges between about 5 and 8, especially about 6 and The following Examples illustrate the invention.
Example 1 A hair dyeing composition obtained by admixture of equal weight proportions of a 6% hydrogen peroxide solution and an oxidation dyestuff precursor of the following composition with a pH-value of 9.8 was applied onto strands of bleached human hair.
Carrier composition Cetyl stearyl alcohol Oleic acid Stearic acid monoethanolamide /O Coco fatty acid monoethanolamide Sodium lauryl sulfate Sodium sulfite 1.2-Propanediol Ascorbic acid Ammonium chloride EDTA, tetrasodium salt Perfume Wheat protein hydrolyzate Silica o0 Oxidation dyestuff composition 11.00(% by wt.) 5.00 2.50 2.50 2.50 1.70 1.00 1.00 0.50 0.50 0.20 0.40 0.20 0.10 2.5.6-Triamino-4-hydroxypyrimidine sulfate sulfate 4-Chlororesorcinol Resorcinol 2 j 3-Aminophenol 0.01 0.55 0.17 0.05 0.03 Water ad 100.00 After 15 minutes processing, without rinsing out the above composition, a dyestuff product prepared by mixing equal weight proportions of a 6 H 2 0 2 solution and an identical oxidation dyestuff precursor composition adjusted, however, to a pH-value of 5.0 with citric 3 acid, was applied, well rinsed with water after 15 minutes processing, and dried.
A strong, intensive, expressive medium-blond coloration was obtained, which remained unchanged even after five shampoo treatments.
Strands treated in the same manner for 30 minutes with only the alkaline dyestuff composition by comparison showed a weaker coloration, which was clearly less intensive in color after five shampoo treatments than the coloration obtained by the process according to the invention.
Furthermore, after the exclusively alkaline color treatment the hair had a clearly more rough feeling.
A 30-minute color treatment using only the acid dyestuff composition according to step 2 of the invention led to a hair color of substantially reduced intensity and stability.
/O Example 2 o Into a carrier composition according to the composition of Example 1 the following oxidation dyestuff mixture was incorporated: 2.5.6-Triamino-4-hydroxypyrimidine sulfate 0.01 by wt.) sulfate 0.90 .15 2-Amino-4-hydroxypyridine 0.80 1-Naphthol 0.17 3-Aminophenol 0.10 SResorcinol 0.03 This composition was mixed with a 6% H 2 0 2 solution in a weight proportion of 1:1 (pH .0 and applied to strands of bleached human hair.
After 15 minutes processing. without rinsing, an identical mixture adjusted to a pH-value of with tartaric acid, was applied, left to process for further 15 minutes, rinsed with water, shampooed and dried.
An intensive, glossy mahogany coloration was obtained, which was still stable after five shampoo treatments.
The same treatment over 30 minutes using only an identical acid color composition led to a substantially less intensive coloration; after application of an alkaline composition only, the hair showed a less intensive coloration and a rough feeling.
Example 3 Into a carrier composition according to Example 1 the following oxidation dyestuff mixture was incorporated: sulfate Resorcinol 2 -Amino-4-hydroxypyridine 3-Aminophenol 0.80 by wt.) 0.30 0.06 0.03 This composition was mixed with a 6% H 2 0 2 solution in a weight proportion of 1:1 (pH 9.6) and applied to strands of bleached human hair.
10 After 20 minutes processing, without rinsing, an identical mixture adjusted to a pH-value of 4.0 with citric acid was applied, left to process for further 10 minutes, rinsed thoroughly, and dried.
An intensive red-brown coloration was obtained, which was still stable after five shampoo treatments, giving the hair a soft, supple body.

Claims (5)

1. Process for the oxidative dyeing of human hair, wherein first an alkaline oxidation dyestuff composition, including at least one developing and at least one coupling substance as well as an oxidizing agent, is applied to the hair, and subsequently, after five to thirty minutes processing, without rinsing, an acidic oxidation dyestuff composition including at least one developing and one coupling substance as well as an oxidizing agent is applied, and the hair is rinsed after processing of the dyestuff compositions.
2. Process according to claim 1, wherein the processing time of the dyestuff composition in the second treatment step is equal to or shorter than that of the first treatment step.
3. Process according to claims 1 or 2, wherein the dyestuff compositions are processed at 30° to 50 0 C.
4. Process according to any one of claims 1 to 3, wherein the alkaline S. 15 oxidation dyestuff composition has a pH-value of 8 to 11. Process according to any one of claims 1 to 4, wherein the acidic oxidation dyestuff composition has a pH-value of 2 to
6. A process for the oxidative dyeing of human hair substantially as hereinbefore described with reference to any one of Examples 1 to 3 disregarding reference to the comparative process using only an alkaline dyestuff composition referred to in examples 1 and 2. Dated this 26th day of May 1999 Pss-Vo oi' Ola, SerAc GtrvblA Patent Attorneys for the Applicant: F B RICE CO
AU32260/99A 1998-06-05 1999-05-26 Process for the oxidative dyeing of human hair Ceased AU770657B2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19825134A DE19825134C1 (en) 1998-06-05 1998-06-05 Process for the oxidative dyeing of human hair
DE19825134 1998-06-05

Publications (2)

Publication Number Publication Date
AU3226099A AU3226099A (en) 1999-12-16
AU770657B2 true AU770657B2 (en) 2004-02-26

Family

ID=7870001

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Application Number Title Priority Date Filing Date
AU32260/99A Ceased AU770657B2 (en) 1998-06-05 1999-05-26 Process for the oxidative dyeing of human hair

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EP (1) EP0962217B1 (en)
AT (1) ATE311169T1 (en)
AU (1) AU770657B2 (en)
DE (2) DE19825134C1 (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102013203229A1 (en) 2013-02-27 2014-08-28 Henkel Ag & Co. Kgaa Multionale one-step dyeings II

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4425132A (en) * 1978-04-06 1984-01-10 L'oreal Two-stage process for dyeing keratin fibres

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3628398C2 (en) * 1986-08-21 1994-04-21 Goldwell Ag Agent for the oxidative dyeing of hair, process for its preparation and use of the agent
FR2663651B1 (en) * 1990-06-21 1992-10-09 Oreal METHOD FOR DYEING KERATINIC FIBERS WITH INDOLIC COMPOUNDS, COMPOSITIONS AND DEVICES FOR IMPLEMENTING SAME.
DE4123941A1 (en) * 1991-07-19 1993-01-21 Wella Ag METHOD FOR THE OXIDATIVE COLORING OF HAIR
DE4219981C2 (en) * 1992-06-19 1996-07-04 Goldwell Gmbh Hair Dye
FR2739025B1 (en) * 1995-09-25 1997-10-31 Oreal KERATINIC FIBER OXIDATION DYE COMPOSITION AND DYEING METHOD USING THE SAME

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4425132A (en) * 1978-04-06 1984-01-10 L'oreal Two-stage process for dyeing keratin fibres

Also Published As

Publication number Publication date
AU3226099A (en) 1999-12-16
EP0962217A3 (en) 2001-05-09
DE59912852D1 (en) 2006-01-05
DE19825134C1 (en) 2000-02-17
ATE311169T1 (en) 2005-12-15
EP0962217A2 (en) 1999-12-08
EP0962217B1 (en) 2005-11-30

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TC Change of applicant's name (sec. 104)

Owner name: KPSS-KAO PROFESSIONAL SALON SERVICES GMBH

Free format text: FORMER NAME: GOLDWELL GMBH

FGA Letters patent sealed or granted (standard patent)